isoptychanolide

Base Information

Chemical Name:isoptychanolide
CAS No.:108646-50-0
Molecular Formula:C₁₅H₂₂O₃
Molecular Weight:250.338
Hs Code.:

Synonyms:

Suppliers and Price of isoptychanolide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of isoptychanolide

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of isoptychanolide

There total 17 articles about isoptychanolide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

: 88907-84-0,88930-70-5,116297-22-4
(1RS,2RS,3RS,5RS,6SR)-1,2,5,6-tetramethylbicyclo<3.3.0>octane-3-spiro-5'-2'-oxacyclopent-3'-en-1'-one

: 81674-82-0,89015-22-5,108646-50-0
isoptychanolide

Guidance literature:: In dichloromethane; for 48h; Ambient temperature;
DOI:10.1016/S0040-4020(01)87670-5

Reference yield:

: 88907-88-4
(1r,2RS,5SR)-trimethylcyclopentane-1-carboxylic acid

: 81674-82-0,89015-22-5,108646-50-0
isoptychanolide

Guidance literature:: Multi-step reaction with 14 steps

1: SOCl₂

2: 1.) AlCl₃, 2.) Na₂B₄O₇ / 1.) CH₂Cl₂, 2.) aq. MeOH, pH= 8.5

3: 76 percent / 6 h / 620 °C / 14 Torr

4: 1.) CuI / 1.) diethylether, -30 deg C, 15 min; 2.) diethylether, -30 to 0 deg C, 3 h, 3.) diethylether, -60 deg C, 90 min.

5: diethyl ether

6: 1.) NaH / 1.) HMPT,RT, 30 min; 2.) HMPT, RT, overnight

7: 1.) Li, NH₃ / 1.) THF, -78 deg C, 7 min; 2.) THF, -78 deg C, 1 min.

8: 1.) LDA / 1.) THF, 0 to 10 deg C, 20 min; 2.) THF, -78 deg C, then RT, overnight

9: 1.) O₃, 2.) Me₂S / 1.) MeOH, -78 deg C 2.) MeOH, RT, 20 h

10: 93 percent / 1N H₂SO₄ / tetrahydrofuran / 48 h / 60 °C / aq. KOH, MeOH, THF

11: 86 percent / MgSO₄ / MeSO₃H / benzene / 24 h / Ambient temperature

12: O₃ / CH₂Cl₂ / -78 °C / 1.) -78 deg C

13: i-PrNH₂ / CH₂Cl₂ / 2 h / Ambient temperature

14: 96 percent / CH₂Cl₂ / 48 h / Ambient temperature

With borax; copper(l) iodide; aluminium trichloride; thionyl chloride; dimethylsulfide; sulfuric acid; ammonia; lithium; sodium hydride; magnesium sulfate; ozone; isopropylamine; lithium diisopropyl amide; methanesulfonic acid; In tetrahydrofuran; diethyl ether; dichloromethane; benzene;
DOI:10.1016/S0040-4020(01)87670-5

Reference yield:

: 88907-89-5
(1'r,2'RS,5'SR)-1',2',5'-trimethylcyclopentylpropyn-1-one

: 81674-82-0,89015-22-5,108646-50-0
isoptychanolide

Guidance literature:: Multi-step reaction with 12 steps

1: 76 percent / 6 h / 620 °C / 14 Torr

2: 1.) CuI / 1.) diethylether, -30 deg C, 15 min; 2.) diethylether, -30 to 0 deg C, 3 h, 3.) diethylether, -60 deg C, 90 min.

3: diethyl ether

4: 1.) NaH / 1.) HMPT,RT, 30 min; 2.) HMPT, RT, overnight

5: 1.) Li, NH₃ / 1.) THF, -78 deg C, 7 min; 2.) THF, -78 deg C, 1 min.

6: 1.) LDA / 1.) THF, 0 to 10 deg C, 20 min; 2.) THF, -78 deg C, then RT, overnight

7: 1.) O₃, 2.) Me₂S / 1.) MeOH, -78 deg C 2.) MeOH, RT, 20 h

8: 93 percent / 1N H₂SO₄ / tetrahydrofuran / 48 h / 60 °C / aq. KOH, MeOH, THF

9: 86 percent / MgSO₄ / MeSO₃H / benzene / 24 h / Ambient temperature

10: O₃ / CH₂Cl₂ / -78 °C / 1.) -78 deg C

11: i-PrNH₂ / CH₂Cl₂ / 2 h / Ambient temperature

12: 96 percent / CH₂Cl₂ / 48 h / Ambient temperature

With copper(l) iodide; dimethylsulfide; sulfuric acid; ammonia; lithium; sodium hydride; magnesium sulfate; ozone; isopropylamine; lithium diisopropyl amide; methanesulfonic acid; In tetrahydrofuran; diethyl ether; dichloromethane; benzene;
DOI:10.1016/S0040-4020(01)87670-5